SU738491A3 - Insecticidic composition - Google Patents

Abstract

N-benzoyl N'-pyridyloxy phenyl urea having the formula <IMAGE> wherein X1 represents a halogen atom; X2 represents hydrogen or halogen atom; X3 and X4 respectively represent hydrogen or chlorine atom; X5 represents hydrogen or halogen atom; and X6 represents a halogen atom or nitro or trifluoromethyl group are novel compounds. The compositions containing the compound as the active ingredient are effective as the insecticide for extinction of injurious insects with high safety in agricultural, forestry and hygienic applications.

Description

sauerkraut cabbage leaves, let the larvae of the cabbage moth in 2 3-age stages of development, let the Petri dishes close and incubate under light and constant temperature for 28 seconds. After 8 days of treatment with their dasperses, the stock is calculated. .

ACTIVE ingredient

N- ((lorbenzoyl) -N 3-chloro 4- {5 bromopyri, dal - 2-hydroxy) -phenyl-urea 100100

N-- (2 Chlorobenzoyl) M- 3-chloro-4- (5 - nitropyridyl-2 - o1 si)

-phenyl-carbazd d100100

N (2-Chloro benzoyl)

- (3, 5, iibromopyridyl-2 oxy) -phenyl-carb 1 SadO 100

N- (2-Chlorobenzoyl) -N-3-chloro ™ 4 (3.5, l: ibropyridyl-2-oxy) -phenyl carbalvId100100

N- (2-Chlorbenzoyl) -K-- 4- (3, 5-day chlorine 1 tnry and l) fenkl-urea SO100

N (2-Chlorobenzoyl) -N- 3-chloro-4- {3, 5 di} sulpyridyl 2-hydroxy) -phenyl carba 1 1 d of 100100

N ™ (2,6-Dichlorobenzoyl) N 4- {3 j,, and. Chloropyrndyl-2-hydroxy) - "nil-carba vdd100100

N (2, b ™ D1-1chlorobenol) -y-3-CLOR - 4-- (3f 5-dichloropyridyl-2 oxy) -phenyl} -carbamid100100

N- (2 Chlorobenzoyl), 5-dichloro-4- (3, 5 d1 l: lorpyridyl 2-hydroxy} -femH-carba / 1id100. 100

N- {2, b-Dd-ghlorbenzoyl) N- 3,5 dichloro 4 (3, 5-dichloropyr-d 5l-2 oxy) -phenyl-urea 8080

N- {2, b-Dkfluorobenzoyl) (3,5-da chloropyridyl-2 Oxy-carbamrad100100

N- (2, b-D1-1fluorobenzoyl) L-3-chloro ™ 4- {3f 5-dichloropyridyl 2 oxy) -phenyl-urea 100100

N- (2-Chlorben 90Il) (5-bromopyridyl-2-hydroxy) -phenyl-urea 100100

N- (2-Hl6rbenzoyl) N-3-chloro-4- (5-chloropyridyl-2 oxy} -phenyl-urea .100100

killed larvae and calculate the coefficient of death by the equation:

killing coefficient larvae

X 100 deaths

Larvae, The results are shown in Table 1.

Table 1

Death rate,% at concentration, parts per million

200

100

Continuation of table 1

15.; M- (2-Chloroene zoyl) 3,5-dichloro-4- (5-chloropyridyl-2-oxy) -phenyl) -carbamide10060

16.Ы- {2-Chlorobenzoyl) (5t-trifluoromethylniridyl-2-hydroxy) -phenylcarbam "Ts10080

7.Y- (2,6-Yaifluorobenzoyl) -Y-3-chloro-4- (5-chloropyridyl-2-hydroxy) -phenyl-urea 100 100

8.Y- {2-Chloro-benzoyl) (3-chloro-5-trifluoromethyl-pyridyl-2-hydroxy) -phenyl-urea100100

9.N- (2-Chlorobenzoyl), 5-dichloro-4- (5-trifluoropropylmethyl-2-oxy) -phenyl-urea100100

0.Y- (2-Chlorobenzoyl) -Y- 3 5-dichloro-4- (3-chloro-5-trifetropylethylpyridyl-2-oxy) -phenyl-urea100100

1.N- -Chlorbenzoyl) 3-chloro-4- (5-trifluoropropyl methyl II-2-oxy) phenyl - "chevina100100

2.N- {2-Chlorobenzoyl) -N-3-chloro-4- (3-chloro-5-trifluoromethyl-pyridide-2-hydroxy) -phenyl-urea-100100

23.Ы- (2,6-Difluoro-6-benzoyl) (4- {L-trifluoromethyl-pyridyl-2-hydroxy) -phenyl-urea a10010

24.Y- (2,6-Difluoro6-benzoyl) .- (3-chloro-5-chlorofluoromethylpyridyl-2-hydroxy) -feiyl-urea100100

25.Y- (2,6-Difluorobenzoyl) -N-3-chloro-4- (5-trifluoromethylpyrilyl-2-hydroxy) -phenyl-urea100100

26.N- (2,6-No. Fluoro-venzoyl) -N-3,5-dyschop-4- (5-trifgormomethyl-pyridyl-2-oxy) -varnyl-urea 100100

27.Y- {2,6-Dafluorobenzoyl), 5-dichloro-4- (3-chloro-5-trifluoromethylpyridyl-2-oxy) -phenyl-urea 10010028. Y- (2,6-Difluorobenzoyl) -chloro-4- (3-chloro-5-trifluoromethylpyr-adyl-2-hydroxy) -phenyl-urea: 100SH1

Example 2. Mature cabbage moths are applied to young sprouts of radish grown in unglaeted pots and kept for 24 hours before laying eggs. After a day, young seedlings are pollinated with water dispersions of active substances at a concentration of 500 ppm.

Active travel guide

N (2-Uyurbenzoi: l) -N- 3 chlorine .4- (5 - (itropyridyl 2 oxen) .1-carbamide

N (2-Chlorbenoyl) -N- (3 chloro-4- {3f 5 -; cybromyli.cyl-2-hydroxy) -Fegshl-carbagi

N (2-Slorbenzoyl) -N- -Z-chloro 4- (3, 5 I -p lorpcridyl-2-OXY) -phenyl carbag.md Example 3. Approximately 20 m of sprouted rice seedlings are placed for growing in cups with a diameter 9 cm, 3 cm high. After vygradavan vkhodov, having a height of 1-2 cm, they are doused with aqueous dksperk m of a given concentration at a ratio of 2 ng cup, then dried, let the rice stem larvae start, just above the mixture, and the cups are closed . After 10 days of treatment with the dispersion, the number of dead larvae is counted and the death rate is calculated. Below are the active ingredients at a concentration of 200 and 100 parts. and 100% mortality rate of the larvae: I N- (2-Chlorbeioyl) -N-, chloro-4- (5-bromo-nrid L-2 oxy) - (Enyl-carba shd; K (2 Chlorobenzoyl) - M- 3-chloro-4 - (5 nitropyridyl 2-hydroxy) -phenyl-urea

Active ingredient

N- (2-Chlorine ben ZOI l) 3 chlorine - 4- (4-nitrophenoxy) -phenyl-urea (known)

N- (2-Chloro benzoyl) (3, 5-dibromopyridyl-2- -oxy) -phenyl-urea N- (2,6-Difluorobhenyl), 5-dichloropyridyl 2-hydroxy) -phenyl-urea

until drops begin to flow from the leaves. Then dried and kept in a glass greenhouse. 10 days after the treatment with the dispersion, the number of dead larvae was counted down and the coefficient

° gi beli. ,

The results are shown in table 2.

table 2

Death rate,%

80

100

100

The degree of mortality,%, at a concentration of parts per million

6530

75

100100100

100100100 N- (2-Chlorobenzoyl) -N-3-chloro-4- (3, 5 Dibromopyridyl-2-hydroxy) -phenyl carbamide N- (2-Chlorobenzoyl) -N-3-chloro-4- (3, 5-dichloropyridyl-2-hydroxy) -phenyl-carbamide; N- (2-Chlorobenzoyl) -N-3-chloro-4- (5 trifluoromethyl-pyridyl-2-hydroxy) -phenyl-urea; N- (2 chlorobenzoyl) -N- {4- (5-trifluoro Methylpyridyl-2-hydroxy) -phenyl-urea; N- (2,6-difluorobenzoyl) -N-4- {5-tris1) tormethylpyridyl-2-oxy) -phenyl-urea; N- (2, b-difluorobenzoyl) (3-chloro-5 trifluoromethyl-pyridyl-2-hydroxy) -phenyl-urea. Similarly to the above method, the experiment was carried out at the concentrations given in Table 3. Table 3.

N- (2, b-Difluorobenzoyl) -N-3-chloro-4- (3,5-dichloropyridyl-2-oxy) -phenyl-urea

N- (2-Chlorbenzoyl) (5-trifopropylethylamine-2-oxy) -phenyl-urea

N- (2,6-Difluorobenzoyl) -N-4- {3-chloro-5-trifluoromethylpyridyl-2-oxy) -phenyl-urea

N- (2,6-Difluorobenzoyl) -N-

, 5-DICHLOR-4- {3 chloro-5-trifluoromethyl-pyridyl-2-oxy) -phenyl-urea

Example 4. Young branches of a persimmon tree (Persimmon Ponskoy) are cut to a length of 15 cm, starting from the top, and immersed in aqueous dispersions of N- (2-chlorobenzoyl) -Y- 3-chloro-4- {3, 5-dichloropyridyl-2 -oxy) -phenyl-carbamide of various concentrations from 10 s. Then they are dried and placed in wide-necked flasks. Larvae of epic silk moth are placed in each of them at 2-3 stages of development. The skins are covered with gauze and kept at a constant temperature when illuminated. After 7 and 15 days of treatment with the dispersion, the number of dead larvae was counted and the death rate was calculated, as well as the coefficients deviating from the usual ones, the results are shown in Table 4,

73849110

Continued 1 "and table. 3

Table 4

Note: In parentheses are shown the coefficients deviating from the usual.

Example 5, N- (2-Chlorobenzoyl) (3,5-dibropyridyl-2-oxy) -phenyl-urea is used to prepare aqueous dispersions at given concentrations. Experiencing the effects of dispersions on different samples. The death rate after 10 days after treatment is obtained according to the method given in example 1, the results are shown in table 5.

Table5

Example 6, .200 MP of aqueous solutions of predetermined concentrations are placed in 450 ml glass vessels per 20 mosquito larvae (Cuftex piplana paftftens) of the third

Active ingredient

N- (2-Chlorobenzoyl) -N-4- (3,5-dibromopyrid l -1-hydroxy) -phenyl-urea

N (2, b-Difluorobenzoyl) (3, 5-diChlorpyridyl-2-hydroxy) -phenyl-urea

N- (2-Chlorbenzoyl) (5-bromopyridyl 2-hydroxy) -phenyl-urea

Example 7 In this series, the tests were carried out in accordance with the experimental procedure b except that CuRex was used instead of the Siberian pipins paSCens.

Active Ingredient

N- (2-Chlorobenzoyl) -N-1 3-chloro-4- (nitrophenoxy) -phenyl-urea (known)

N- (2f6-Difluorobenzoyl) (3,5-dichloropyridyl-2-hydroxy) -phenyl-urea

K- (2,6-Difluorobenzoyl) -N-3-chloro-4- {3, 5 - dichloropyridyl-2-hydroxy) -phenyl-urea

N- (2-Chlorobenzoyl) -N-4- (5 - trifluoromethylpyridine-2-hydroxy) -phenyl-urea

N- (2,6-Difluorobeneoyl) -N-. 4- {3-chloro-5-trifluoromethylpridyl-2-hydroxy) -phenyl-urea

N- (2,5-difluorobenzoyl) -mch 3,5-dichloro-4- (3-chloro-5-trifluoro methylpyridyl-2-hydroxy-phenyl-urea

Thus, the proposed insecticidal composition possesses an over-. which activity.

Claims (1)

1. Puttst USSR 571176, cl. And 01 N 9/20, 1975 (prototype).